活性化されていないアルケンの銀触媒による急性フォスフォノフッロ化
Chengwei Zhang1, Zhaodong Li, Lin Zhu
1Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, P.R. China.
Journal of the American Chemical Society
|September 13, 2013
まとめ
この研究では,銀酸ナイトレート触媒を用いたアルケンのフォスフォノフッロ化のための新しい方法が紹介されています. このプロセスは,広範な適用性と良好なステレオ選択性を持つフッ素アルキルフォスフォン酸を効率的に生成します.
科学分野:
- 有機化学 オーガニック・ケミストリー
- 有機金属化学 有機金属化学
- フロアンの化学的性質
背景:
- 活性化されていないアルケンは,直接機能化のための挑戦的な基板です.
- C-PとC-F結合形成のための触媒的方法の開発は,合成化学において極めて重要です.
研究 の 目的:
- 活性化されていないアルケンのフォスフォノフッロリン化のための温和で触媒的な方法を開発する.
- 高効率とステレオ選択性を持つβ-フッ素アルキルホスフォナートを合成する.
主な方法:
- 活性化されていないアルケンをダイエチルフォスフィートとセレクトフローアで触媒的に凝縮する.
- 40°CのCH2Cl2/H2O/HOAc溶媒系における触媒として,銀酸塩 (AgNO3) を利用した.
主要な成果:
- β-フッ素アルキルフォスフォナートの効率的な合成が達成されました.
- 良好なステレオ選択性と幅広い機能群の互換性を示した.
- 反応は穏やかな条件下で進行する.
結論:
- 活性化されていないアルケンの新型,軽度かつ触媒的フォスフォノフローリネーションが確立されています.
- 提案されたメカニズムは,銀で触媒化されたラジカルとフッ素原子の移転ステップを含む.
- この方法は,複雑な酸化有機リン化合物にアクセスするための貴重なツールを提供します.
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